α,α-Difluoro-α-phenylsulfanyl-α- trimethylsilylmethane as a difluoromethyl building block: A general strategy to α,α-difluoromethyl aryl ketones

The synthetic utility of α,α-difluoro-α-phenylsulfanyl- α-trimethylsilylmethane (PhSCF 2 SiMe 3 ; 1) as a difluoromethyl building block providing a general strategy to α,α-difluoromethyl aryl ketones was demonstrated. Oxidation, by using m-chloroperoxybenzoic acid, of the readily available 1-aryl-2,...

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Main Authors: Kanhokthron Boonkitpattarakul, Darunee Soorukram, Patoomratana Tuchinda, Vichai Reutrakul, Manat Pohmakotr
其他作者: Mahidol University
格式: Article
出版: 2018
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在線閱讀:https://repository.li.mahidol.ac.th/handle/123456789/11437
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機構: Mahidol University
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總結:The synthetic utility of α,α-difluoro-α-phenylsulfanyl- α-trimethylsilylmethane (PhSCF 2 SiMe 3 ; 1) as a difluoromethyl building block providing a general strategy to α,α-difluoromethyl aryl ketones was demonstrated. Oxidation, by using m-chloroperoxybenzoic acid, of the readily available 1-aryl-2,2-difluoro- 2-phenylsulfanyl-1-trimethylsiloxyethanes obtained from fluoride-catalyzed nucleophilic addition of PhSCF 2 SiMe 3 with aromatic aldehydes followed by flash vacuum pyrolytic elimination provided α,α-difluoromethyl aryl ketones in moderate overall yields. © 2011 Published by Elsevier B.V. All rights reserved.